$91 Cheap flight deals from Boston (BOS) to Stock Island (EYW)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
This Weekend's Flight Deals from Boston to Stock Island
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
PVD
T.F. Green
EYW
Key West Intl.
$329 Roundtrip, found 1 day ago
$329
Roundtrip
found 1 day ago
BOS
Logan Intl.
EYW
Key West Intl.
$375 Roundtrip, found 1 hour ago
$375
Roundtrip
found 1 hour ago
Airfares from $91 One Way, $170 Round Trip from Boston to Stock Island
Prices starting at $170 for return flights and $91 for one-way flights to Stock Island were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
BOS
Boston
EYW
Key West
$170 Roundtrip, found 7 hours ago
$170
Roundtrip
found 7 hours ago
PVD
Providence
EYW
Key West
$178 Roundtrip, found 18 hours ago
$178
Roundtrip
found 18 hours ago
PVD
Providence
EYW
Key West
$178 Roundtrip, found 1 day ago
$178
Roundtrip
found 1 day ago
BOS
Boston
EYW
Key West
$180 Roundtrip, found 4 days ago
$180
Roundtrip
found 4 days ago
BOS
Boston
EYW
Key West
$182 Roundtrip, found 7 hours ago
$182
Roundtrip
found 7 hours ago
Stock Island economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Oceans Edge Key West Resort, Hotel & Marina
9/10 Wonderful! (1,736 reviews)
Mar 3 - Mar 8
5 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,274, price is now $1,327 per person
$1,327
per person
found 1 day ago
We LOVED the setting and the surrounding area! Absolutely beautiful!
Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy.
Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you.
The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was.
Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor!
Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am.
Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side.
Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.
Reviewed on Dec 28, 2025
3.5-star property
Lighthouse Hotel - Key West Historic Inns
9/10 Wonderful! (831 reviews)
Mar 13 - Mar 20
7 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,547, price is now $1,580 per person
$1,580
per person
found 1 day ago
The rooms ideally could have been a bit cleaner. For instance vacuum underneath the furnishings. Great breakfast and the loft room
Was fantastic. Close to everything yet not in the congestion.
Reviewed on Jan 15, 2026
2.5-star property
The Key West Hotel
9.2/10 Wonderful! (505 reviews)
Mar 3 - Mar 8
5 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,440, price is now $2,221 per person
$2,221
per person
found 1 day ago
Gorgeous property right on Duval Street but hidden from the noise and bustle. Convenient to everything you want to do and see. Wonderfully helpful and friendly staff.
Reviewed on Jan 5, 2025
Stock Island packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Oceans Edge Key West Resort, Hotel & Marina
9/10 Wonderful! (1,736 reviews)
Feb 28 - Mar 6
6 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop • PremiumEconomy
Key West (EYW) to Boston (BOS)
JetBlue Airways • Non-stop • PremiumEconomy
Save 100% on your flight
Price was $2,887, price is now $1,824 per person
$1,824
per person
found 1 day ago
We LOVED the setting and the surrounding area! Absolutely beautiful!
Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy.
Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you.
The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was.
Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor!
Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am.
Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side.
Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.
Reviewed on Dec 28, 2025
2.5-star property
The Key West Hotel
9.2/10 Wonderful! (505 reviews)
Feb 28 - Mar 6
6 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop • PremiumEconomy
Key West (EYW) to Boston (BOS)
JetBlue Airways • Non-stop • PremiumEconomy
Save 100% on your flight
Price was $4,517, price is now $2,935 per person
$2,935
per person
found 1 day ago
Gorgeous property right on Duval Street but hidden from the noise and bustle. Convenient to everything you want to do and see. Wonderfully helpful and friendly staff.
Reviewed on Jan 5, 2025
4.0-star property
Pier House Resort & Spa
9/10 Wonderful! (1,006 reviews)
Feb 28 - Mar 6
6 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop • PremiumEconomy
Key West (EYW) to Boston (BOS)
JetBlue Airways • Non-stop • PremiumEconomy
Save 100% on your flight
Price was $3,646, price is now $2,531 per person
$2,531
per person
found 1 day ago
This is a wonderful resort in Key West that has great amenities and located on Duval Street! Highly recommend.
Reviewed on Jun 24, 2025
Stock Island first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Oceans Edge Key West Resort, Hotel & Marina
9/10 Wonderful! (1,736 reviews)
Feb 28 - Mar 6
6 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $4,008, price is now $2,612 per person
$2,612
per person
found 18 hours ago
We LOVED the setting and the surrounding area! Absolutely beautiful!
Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy.
Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you.
The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was.
Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor!
Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am.
Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side.
Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.
Reviewed on Dec 28, 2025
2.5-star property
The Key West Hotel
9.2/10 Wonderful! (505 reviews)
Feb 28 - Mar 6
6 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $4,812, price is now $3,283 per person
$3,283
per person
found 18 hours ago
Gorgeous property right on Duval Street but hidden from the noise and bustle. Convenient to everything you want to do and see. Wonderfully helpful and friendly staff.
Reviewed on Jan 5, 2025
4.0-star property
Pier House Resort & Spa
9/10 Wonderful! (1,006 reviews)
Feb 28 - Mar 6
6 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $4,057, price is now $2,946 per person
$2,946
per person
found 18 hours ago
This is a wonderful resort in Key West that has great amenities and located on Duval Street! Highly recommend.
Reviewed on Jun 24, 2025
More About Flying To Stock Island from Boston
Route Information for Flights from Boston to Stock Island
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | EYW |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Stock Island
When you’re searching for Boston to Stock Island flights for your family vacation, check out the guaranteed low prices at Orbitz. If you are looking for the best prices on hotels too, you’ll be sure to find great deals to suit your budget. You’ll also benefit from the following features:
Suitable Schedules
Orbitz simplifies the process of finding and booking budget flights from Boston to Stock Island. Since we monitor hundreds of flight fares, you can compare several flights from a range of different airlines to find the best fares and most suitable departure and arrival times. Mix and match your departure and return flight for even more discounts and travel flexibility.
Mobile Apps
Taking a lunch break or waiting to pick up the kids? Orbitz’s cutting-edge mobile tools will help you search for cheap Boston to Stock Island flights anywhere you are. Get exclusive mobile deals on flights, hotels, vacation packages, and cruises too.
Flight Alerts
Orbitz won’t leave you wondering whether your flight will take off on time. We can send you free alerts about your flights from Boston to Stock Island to your mobile phone and email. Whether your flights from Boston to Stock Island are running just a few minutes to a few hours late, we will let you know.
Miles and Points
If you travel regularly, you can still earn miles and points when you book qualifying Boston to Stock Island flights. Enter your frequent flyer number with your reservation to see the miles rack up.
Flights from Boston
- Boston to Orlando
- Boston to London
- Boston to Los Angeles
- Boston to Chicago
- Boston to Miami
- Boston to New York
- Boston to Paris
- Boston to Atlanta
- Boston to Toronto
- Boston to Dallas
- Boston to Houston
- Boston to Rome
- Boston to Montreal
- Boston to Detroit
- Boston to Madrid
- Boston to Beijing
- Boston to Sao Paulo
- Boston to Kansas City
- Boston to Berlin
- Boston to Buenos Aires
Stock Island Airports
More Destinations
- Flights from Allentown (ABE) to Key West (EYW)
- Flights from Al-Aqiq (ABT) to Key West (EYW)
- Flights from Albany (ALB) to Key West (EYW)
- Flights from Oranjestad (AUA) to Key West (EYW)
- Flights from Austin (AUS) to Key West (EYW)
- Flights from Asheville (AVL) to Key West (EYW)
- Flights from Armenia (AXM) to Key West (EYW)
- Flights from Kalamazoo (AZO) to Key West (EYW)
- Flights from Hartford (BDL) to Key West (EYW)
- Flights from Bangor (BGR) to Key West (EYW)
- Flights from Bloomington (BMI) to Key West (EYW)
- Flights from Nashville (BNA) to Key West (EYW)
- Flights from Bonaire (BON) to Key West (EYW)
- Flights from Boston (BOS) to Key West (EYW)
- Flights from Columbia (CAE) to Key West (EYW)
- Flights from Cape Girardeau (CGI) to Key West (EYW)
- Flights from Concord (CON) to Key West (EYW)
- Flights from Mosinee (CWA) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Denver (DEN) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from El Paso (ELP) to Key West (EYW)
- Flights from Newark Liberty Intl. Airport (EWR) to Key West (EYW)
- Flights from Sioux Falls (FSD) to Key West (EYW)
- Flights from Atlanta (FTY) to Key West (EYW)
- Flights from Gulfport (GPT) to Key West (EYW)
- Flights from Grand Island (GRI) to Key West (EYW)
- Flights from Greenville (GSP) to Key West (EYW)
- Flights from Hawthorne (HHR) to Key West (EYW)
- Flights from New Haven (HVN) to Key West (EYW)
- Flights from Wichita (ICT) to Key West (EYW)
- Flights from Wilmington (ILM) to Key West (EYW)
- Flights from Indianapolis (IND) to Key West (EYW)
- Flights from Jacksonville (JAX) to Key West (EYW)
- Flights from Kotlik (KOT) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from Laconia (LCI) to Key West (EYW)
- Flights from New York (LGA) to Key West (EYW)
- Flights from Ciudad de Catamayo (LOH) to Key West (EYW)
- Flights from Kansas City (MCI) to Key West (EYW)
- Flights from Manhattan (MHK) to Key West (EYW)
- Flights from Manchester (MHT) to Key West (EYW)
- Flights from Misawa (MSJ) to Key West (EYW)
- Flights from Madison (MSN) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Jacksonville (OAJ) to Key West (EYW)
- Flights from Ocala (OCF) to Key West (EYW)
- Flights from Oklahoma City (OKC) to Key West (EYW)
- Flights from Omaha (OMA) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Norfolk (ORF) to Key West (EYW)
- Flights from West Palm Beach (PBI) to Key West (EYW)
- Flights from St. Petersburg (PIE) to Key West (EYW)
- Flights from Pensacola (PNS) to Key West (EYW)
- Flights from Richmond (RIC) to Key West (EYW)
- Flights from Rochester (RST) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from Santa Fe (SAF) to Key West (EYW)
- Flights from Louisville (SDF) to Key West (EYW)
- Flights from Sanford (SFM) to Key West (EYW)
- Flights from San Francisco (SFO) to Key West (EYW)
- Flights from Weyers Cave (SHD) to Key West (EYW)
- Flights from Salt Lake City (SLC) to Key West (EYW)
- Flights from Sacramento (SMF) to Key West (EYW)
- Flights from Orange County (SNA) to Key West (EYW)
- Flights from Storuman (SQO) to Key West (EYW)
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from Santa Rosa (STS) to Key West (EYW)
- Flights from Sun Valley (SUN) to Key West (EYW)
- Flights from Tainan (TNN) to Key West (EYW)
- Flights from Tupelo (TUP) to Key West (EYW)
- Flights from Tyler (TYR) to Key West (EYW)
- Flights from Knoxville (TYS) to Key West (EYW)
- Flights from St. Augustine (UST) to Key West (EYW)
- Flights from Victoria (VCT) to Key West (EYW)
- Flights from Vero Beach (VRB) to Key West (EYW)
- Flights from Fayetteville (XNA) to Key West (EYW)
- Flights from Fort McMurray (YMM) to Key West (EYW)
- Flights from Milwaukee to Raccoon Key
- Flights from Atlanta to Key West
- Flights from Boston to Key West
- Flights from Chicago to Key West
- Flights from Miami to Key West
- Flights from New York to Key West
- Flights from Orlando to Key West
- Flights from Philadelphia to Key West
- Flights from St. Petersburg - Clearwater to Key West
- Flights from Daytona Beach to Key West
- Flights from Sarasota to Key West
- Flights from Naples to Key West
- Flights from Tampa to Key West
- Flights from Columbus to Key Haven
- Flights from Kansas City to Key Haven
- Flights from Nashville to Key Haven
- Flights from New Orleans to Key Haven
- Flights from St. Louis to Key Haven
- Flights from Richmond to Key Haven
- Flights from Milwaukee to Key Haven
- Flights from Rochester to Key Haven
- Flights from Grand Rapids to Key Haven
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.